Development of a scalable synthesis of GSK183390A, a PPAR α/γ agonist

…, SC Shilcrat, RE Herrmann, DB Patience…

Index: Oh, Lynette M.; Wang, Huan; Shilcrat, Susan C.; Hermann, Robert E.; Patience, Daniel B.; Spoors, P. Grant; Sisko, Joseph Organic Process Research and Development, 2007 , vol. 11, # 6 p. 1032 - 1042

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Citation Number: 13

Abstract

A scalable synthesis of GSK183390A, a PPAR α/γ agonist, is described. This synthesis is highlighted by (1) a regioselective formal 1, 3-dipolar cycloaddition reaction between an enamine and a nitrile imine dipole to form a 1, 3, 5-trisubstituted pyrazole and (2) a regioselective amidomethylation of an ο-cresol derivative using 2-chloro-N- hydroxymethylacetamide.